Category: humiliation phonesex

Trinity 1-844-332-2639 ext 285

My favorite sissy was already kneeling when I walked in, hands resting in his lap like the obedient little doll he was. Silk panties hugging that useless bulge. Lips glossed, eyes wide, eager. My favorite sissy. “Good girl,” I purred, running my fingers through his wig. “You’ve been waiting patiently, haven’t you?” He nodded quickly. “Yes, Mistress.” I leaned down and kissed his cheek—soft, slow. Then slapped the other one. Just hard enough to make his lip tremble. “Speak when spoken to, baby.” He whimpered. God, I loved that sound.

I made him crawl behind me to the bed, swaying my hips just to watch him squirm. He was already leaking through his panties—so easy, so desperate. “Take them off,” I ordered, and he did, revealing that pathetic little clit of his. I giggled. “Oh baby… still small. Still so useless. But you’re so pretty, aren’t you?” I dragged my nails down his chest.

“You’ll never fuck me like a man. But that’s not what you’re for.” He moaned as I pushed him on the bed, straddling his face. “This is your purpose, slut. You serve. Must worship and satisfy.” I lowered my pussy onto his mouth and he moaned Continue reading “My Favorite Sissy” →

purse

Anna 844-332-2639 EXT. 203

Victoria Kate came home late, rustling and bustling around at home and sounded mad about something. Her mommies woke up and came downstairs to see what all the fuss was about.  Mommy Anna began questioning her, worried. ‘’Sorry,’’ said Victoria Kate ‘’ I went to a club with one of my girlfriends, she wanted me to be a wing woman for her, I swear I won’t do that again, she found someone. Victoria Kate had never experienced being hit on so much in her life! ! Besides, most of the guys were gross!’’

Continue reading “Victoria Kate’s Regression Pt. 1” →

Diana 1-844-332-2639 Ext. 248

I received the most interesting letter today from one of my favorite submissives! I hope you enjoy reading about how he craves being my sissyslut whore!

“My dear Mistress Diana,

I come to you today full of yearning and desperation. Beneath the façade of the strong, confident man I must be, a submissive, aching need has been growing and consuming me. I am so tired of always having to be in charge, of never being able to truly let go and surrender control. My job demands a leader, but my body and soul cry out to be led.

Continue reading “My Sissyslut Whore” →

spit roast

Anna 844-332-2639 EXT. 203

Mommy was determined to bring Tami back to the nursery, she grabbed Tami and carried her there, Tami twirled Mommy’s hair while being carried, and when they entered, Mommy made sure to shut the door, behind them, lock it and even double bolt it. Mommy brought Tami over to the change table and told Tami that she had to diaper her. No regular diapers for this baby, only plastic scrunchy ones, and Mommy put on little socks on Tami along with a pink, short frilly dress, that was short, one could see Tami’s diapies underneath if she so much as sneezed.

Continue reading “Mommy Anna brings Sissy Baby Tami back to the Nursery” →

Trinity 1-844-332-2639 ext 285

I fucked my landlord to get out of paying my rent last night. Was behind 3 months and he was going to put me out. I had been hanging out all night with friends, drinking and doing party favors having an amazing time. But when I got home that night turned upside down. There was padlock on my door. “You gotta be fucking kidding me!” I yelled. Unfortunately he lived down the hall from me so I could see him popping his fat head out of his door.

“What the fuck Alfred! I said I was going to get you your rent money this week! Now, open my damn door!” He walked out wearing his filthy velvet robe and house slippers. Hairy chest and bad cologne was a terrible combination on him. “You think I trust you! You’re almost 4 months behind. No money, no key!” “I’m too blown out of my mind! Give me my damn key please! Can’t we settle this in the morning?!” “No money, no key!” He repeated. “Unless you want to give me something else instead.” He looked at me grabbing his cock. For a brief moment I threw up in my mouth. The thought of Continue reading “I Fucked My Landlord” →

Kevin

Cory 1-844-332-2639 ext 407

We all have those people in our lives—the ones who orbit our world, never quite landing, always just…there. And then there’s this guy. Let’s call him Kevin. (No offense to any Kevins out there, but it feels like a fitting name for this particular brand of awkward admirer.)

Kevin calls me sometimes. Not for anything important, mind you. Not for scintillating conversation or a shared intellectual pursuit. No, Kevin calls to…well, to put it delicately, “appreciate” my voice while “engaging” with me. Okay, fine, he goons. Actually, he’s your typical loser who pays me to pay attention to him while he goons over my photos because he can’t have someone like me in real life. It’s pathetic. There, I said it.

Continue reading “never quite landing” →

1844-33-CANDY EXT 423

“You know, babe,” I began, my voice dripping with sarcasm, “I’ve always wondered how you’d look in something… a little more feminine.” I held up a pair of lacy panties, watching as your eyes widened in surprise.

 

You opened your mouth to protest, but I silenced you with a stern look. “Now, now, don’t be such a baby. It’s just a little game. Besides, it’s not like you have anything to be ashamed of.” I chuckled, a wicked gleam in my eyes. “Or do you?” Continue reading “You Look Better in Panties and Pegged” →

softball

Anna 844-332-2639 EXT. 203

Mommy Anna was sitting at home with her girlfriend when Victoria Kate suddenly barged through the front door. She had just finished softball practice and ran upstairs crying before secluding herself in her bedroom and slamming the door.

Continue reading “Victoria Kate, Mommy’s good girl” →

Taking What He Wants

Kayla Cumsalot 1844-33-CANDY Ext 357

I’d only been an intern at his office for two weeks, but it didn’t take long to realize it wasn’t safe. They say if you want to be successful, you must surround yourself with successful people. Well, Mr. Z is the most successful person I know. I ached to be close to him, to learn from him, but my skin prickles with awareness when he’s around, like the sixth sense of prey around a predator. My body knows he’s powerful and dangerous.

I can feel his gaze on me anytime he enters a room. With one glance, he strips me bare, as if I’m not even wearing the conservative, knee-length dresses and pantyhose. His attention makes me feel like a wanton slut even when fully dressed, so I’ve tried to avoid him. Good girls wouldn’t feel those things, especially not at the office, and I’m a good girl. I’m only here to learn from him and to become successful.

Continue reading “Taking What He Wants” →

Trinity 1-844-332-2639 ext 285

I am laying here owned an exposed. I should be ashamed. Embarrassed. But that’s what makes it so fucking hot. Here I am on my knees, exactly where I belong, hands tied behind my back, naked, vulnerable—his to use, to mock, to break. He paces around me, eyes dark with amusement, lips curled into that cocky smirk that makes me weak. “Look at you!” he chuckles, tilting my chin up with two fingers. “So desperate! So pathetic. You are such a worthless piece of crap!”

*SMACK*…….My face burns, but my thighs clench. I love it. I crave it.

He drags a thumb over my bottom lip, teasing, taunting. “You’d do anything for me, wouldn’t you?” I nod, swallowing hard. “Say it!” “I’d do anything for you,” I whisper, my voice shaky, needy. “Anything, huh?” He unzips his pants, letting his cock pop free—thick, heavy, dripping. He strokes it slowly, watching me, knowing I can’t look away. “Bet you’d open that pretty mouth without me even asking.” Fuck. I do. I part my lips, tongue flicking out, already aching for the taste of him. The taste of his big fat white cock in my filthy mouth. He laughs, tapping the Continue reading “Owned and Exposed” →